Iron-Catalyzed Allylic C-H Amination of Substituted 1,3-Dienes

被引:19
作者
Murru, Siva [1 ]
Srivastava, Radhey S. [1 ]
机构
[1] Univ Louisiana Lafayette, Dept Chem, Lafayette, LA 70504 USA
关键词
Homogeneous catalysis; Amination; Allylic compounds; Iron; Dienes; Chemoselectivity; SITE-SELECTIVE SP(2); DIELS-ALDER ADDUCTS; TERMINAL OLEFINS; HOMOALLYLIC DIAMINATION; REDUCTIVE ANNULATION; ALKENES; PALLADIUM; COMPLEXES; BONDS; FUNCTIONALIZATION;
D O I
10.1002/ejoc.201301914
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalytic method for the selective allylic C-H amination of dienes and trienes using arylhydroxylamines has been developed. This iron-catalyzed approach involves the in situ generation of activated nitrosoarenes, which in turn react with dienes or trienes to give the corresponding aminomethyl dienes or trienes as the major products, and hetero-Diels-Alder adducts as minor products. The selectivity depends on the structures of both the catalyst and the substrate. We have also studied substituent effects using p-substituted phenylhydroxylamines.
引用
收藏
页码:2174 / 2181
页数:8
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